Jess, your CC is air conditioned? Is Javier used to that at home? Do they check the kids' temperature, palms and mouth everyday? Why so shuay? First day go to school, fever liao.
Think it's normal that the kid becomes very clingy and whiny. When I first started RaeAnne on playgroup, she didn't want anyone except me. I can't even shower or go to the loo in peace, she'll want to follow me even when my hubby is with her. But after a few weeks, she adjusted better to separation anxiety and know that everyday I'll pick her up. Also, it helped that I gatecrash the playgroup many times to get her more used to the teachers, classmates and classroom.
Your maid is not looking after Javier alone right? I thought you stay with your ILs?